103548-45-4

Upstream product

• 501-53-1 benzyl chloroformate 
• 71301-34-3 (R)-2-chloroacetaminohexanedioic acid 
• 24325-15-3 N-benzyloxycarbonyl-(D)-α-aminoadipic acid 
• 24325-12-0 (+/-)-2-chloroacetaminohexanedioic acid 
• 7620-28-2 D-2-aminoadipic acid 
• 24325-16-4 N-benzyloxycarbonyl-(R)-α-aminoadipic acid α-benzyl ester 

Downstream Products

• 103548-46-5 (R)-benzyl 6-oxo-2-benzyloxycarbonylaminohexanoate 
• 1353042-31-5 (R)-benzyl 2-benzyloxycarbonyl-1,2,3,4-tetrahydropyridine-2-carboxylate 
• 1353042-29-1 (R)-benzyl 1-benzyloxycarbonyl-5-formyl-1,2,3,4-tetrahydropyridine-2-carboxylate 
• 103548-48-7 (R)-benzyl 2-benzyloxycarbonylamino-9-(4-imidazolyl)-7-azanonanoate 

Relevant academic research and scientific papers

(R)-α-aminoadipic acid: An interesting chiral pool building block

(R)-α-Aminoadipic acid is available on a large scale by enzymatic cleavage from cephalosporin C (CephC) in the production of 7- aminocephalosporanic acid (7-ACA). It can be converted into other interesting enantiomerically pure compounds, e.g. derivatives of (R)-pipecolic acid (Rpiperidine 2-carboxylic acid), (R)-6-oxopiperidine-2-carboxylic acid, (R)-1,2,3,4-tetrahydropyridine 2(2H)-carboxylates, and other compounds obtained by further conversions of these products. ARKAT-USA, Inc.

SYNTHESIS OF THE RACEMIC AND OPTICALLY ACTIVE FORMS OF GIZZEROSINE, THE INDUCER OF GIZZARD EROSION IN CHICKS

The racemate end both the (R)- and (S)-forms of gizzerosine were synthesised, and the (S)-isomer was identified as the toxic substance in fish meal causing severe gizzard erosion (black vomit) in chicks.